The transport sector is becoming a priority for the government of T&T, as it works to establish a network of transport links capable of supporting economic growth throughout the country. A series of projects are now under way, including the Galeota Port project and the San Fernando-Mayaro highway, both of which are expected to support economic development and contribute to the decentralisation of activity. Though lower hydrocarbons prices and policy uncertainties connected to T&T’s 2015 election are having an impact on transport and logistics, the outlook for the sector remains positive, with significant investment in infrastructure either currently moving forward or already in the planning stages. The trends supporting passenger and freight demand are set to continue, and while the next government may reassess some policies, it will be able to do so in the context of moderate growth. This chapter contains an interview with Michael DiLollo, CEO, Caribbean Airlines.